SEMIPREPARATIVE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATION OF CERALURE AND RELATED ISOMERS

被引:4
作者
WARTHEN, JD
MCGOVERN, TP
机构
[1] Insect Chemical Ecology Laboratory, Plant Sciences Institute, Agricultural Research Service, U.S. Department of Agriculture, Beltsville, 20705, MD
关键词
Ceralure; Ceratitis capitata; Column liquid chromatography; Preparative scale separation; Trimedlure-related isomers;
D O I
10.1007/BF02268699
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A semi-preparative high-performance liquid chromatographic procedure on 5-μm silica was developed for the isolation of gram quantities of ethyl trans-5-iodo-trans-2-methylcyclohexane-1-carboxylate (B1) and ethyl trans-4-iodo-trans-2-methylcyclohexane-1-carboxylate (B2) for comparative evaluation as male Mediterranean fruit fly, Ceratitis capitata, attractants and for NMR studies. This procedure can also be used analytically to determine the content of B1 (the attractive isomer) in ceralure, the ethyl 4- and 5-iodo-trans-2-methylcyclohexane-1-carboxylate mixture. 1,1-Dimethylethyl cis-5-iodo-trans-2-methylcyclohexane-1-carboxylate (A) and 1,1-dimethylethyl cis-4-iodo-trans-2-methylcyclohexane-1-carboxylate (C) were isolated and converted to their ethyl esters, thus supplying the four trans-isomers of ceralure. © 1990 Friedr. Vieweg & Sohn Verlagsgesellschaft mbH.
引用
收藏
页码:135 / 138
页数:4
相关论文
共 17 条
[1]  
BEROZA M, 1964, J ASS OFF AGR CHEM, V47, P83
[2]  
BEROZA M, 1961, J AGR FOOD CHEM, V9, P361, DOI DOI 10.1021/JF60117A
[3]  
HAGEN KS, 1981, CALIF AGR, V35, P5
[4]  
JACKSON D S, 1985, Bulletin of the Entomological Society of America, V31, P29
[5]   CAPILLARY GC ANALYSIS OF TRIMEDLURE, THE ATTRACTANT FOR THE MEDFLY [J].
LEONHARDT, BA ;
MCGOVERN, TP ;
PLIMMER, JR .
JOURNAL OF HIGH RESOLUTION CHROMATOGRAPHY & CHROMATOGRAPHY COMMUNICATIONS, 1982, 5 (08) :430-431
[6]   STRUCTURE OF 4 ISOMERS OF INSECT ATTRACTANT TRIMEDLURE [J].
MCGOVERN, TP ;
BEROZA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (05) :1472-+
[7]   CIS-TRIMEDLURE - ATTRACTION FOR THE MEDITERRANEAN FRUIT-FLY (DIPTERA, TEPHRITIDAE) AND ISOMERIC STRUCTURAL ASSIGNMENTS [J].
MCGOVERN, TP ;
CUNNINGHAM, RT ;
LEONHARDT, BA .
JOURNAL OF ECONOMIC ENTOMOLOGY, 1986, 79 (01) :98-102
[8]   ATTRACTIVENESS OF TRANS-TRIMEDLURE AND ITS 4 ISOMERS IN FIELD-TESTS WITH THE MEDITERRANEAN FRUIT-FLY (DIPTERA, TEPHRITIDAE) [J].
MCGOVERN, TP ;
CUNNINGHAM, RT ;
LEONHARDT, BA .
JOURNAL OF ECONOMIC ENTOMOLOGY, 1987, 80 (03) :617-620
[9]  
MCGOVERN TP, 1960, J ECON ENTOMOL, V59, P1450
[10]  
MCGOVERN TP, 1987, DEC NAT C ENT SOC AM